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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 603403Generated: October 30, 2026

Water → ethyl ((1S)-5-{3-[(3-methyl-1-benzofuran-6-yl)oxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate

https://huagongshe.com/reaction/603403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactantethyl 2-[(1S)-5-hydroxy-2,3-dihydro-1H-inden-1-yl]acetateHCID 16110404—
Reactant6-(3-Bromopropoxy)-3-methyl-1-benzofuranHCID 59300435—
SolventDimethylformamideHCID 6228—
Productethyl ((1S)-5-{3-[(3-methyl-1-benzofuran-6-yl)oxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetateHCID 59300536108.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of 6-(3-bromopropoxy)-3-methyl-1-benzofuran (87 mg, 0.32 mmol) (Example 63) and ethyl [(1S)-5-hydroxy-2,3-dihydro-1H-inden-1-yl]acetate (59 mg, 0.269 mmol) (Example 6) in DMF containing 1 vol % water (2.4 mL) was added Cs2CO3 (105 mg, 0.323 mmol). The mixture was stirred for 68 h at 80° C., and the reaction mixture cooled to rt, then concentrated under reduced pressure. The residue was suspended in EtOAc and filtered through a small plug of silica to give 119 mg (90%) of a light-yellow solid that was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906653B2
Source datasetuspto-grants-2011_03
ORD IDord-d6e1f8c7da5d4a9abe18f94c610f0549
Source noteuspto-grants-2011_03